Pilocarpine Nitrate

HCID 657349
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Basic information

CAS
148-72-1
Standard SMILES
CC[C@@H]1C(=O)OC[C@@H]1Cc1cncn1C.O=[N+]([O-])O
InChIKey
PRZXEPJJHQYOGF-GNAZCLTHSA-N
Molecular formula
C11H17N3O5
Average molar mass
271.27 g/mol
Monoisotopic mass
271.11682064

Overview

See also: Pilocarpine (has active moiety); Pilocarpine Hydrochloride (related).

Names & identifiers

Preferred name
Pilocarpine Nitrate
IUPAC
(3S,4R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one;nitric acid
English name
Pilocarpine nitrate
Molecular formula
C11H17N3O5
Molecular weight
271.27

Names & synonyms

Pilocarpine nitrate148-72-1PilaganPilocarpine mononitratePilocarpini nitrasPilocarpinum nitricumPilocarpine subnitrateNSC-757282M20T465H6JPilocarpine nitrate (USP)Pilocarpine nitrate [USP]2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, (3S-cis)-, mononitrate
Show more names
NitratPilocarpine nitrate for system suitability CRSPilocarpinnitratEinecs 205-723-7Pilocarpin Nitratep.v.carpineliquifilm
2(3H)-Furanone, 3-ethyldihydro-4-((1-methyl-1H-imidazol-5-yl)methyl)-, (3S,4R)-, mononitratePiloc nitRefChem:863282205-723-7Pilocarpine (nitrate)PilofrinPilocarpine nitrate salt(3S,4R)-3-Ethyl-4-((1-methyl-1H-imidazol-5-yl)methyl)dihydrofuran-2(3H)-one nitrate

Database identifiers

CAS
148-72-1
PubChem CID
657349
DTXSID
DTXSID80883277
ChEMBL
CHEMBL1213136
UNII
M20T465H6J
EC Number
205-723-7

Properties

Computed structural properties

Topological polar surface area
110 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
6
Rotatable bonds
3
Heavy atoms
19

Experimental & physicochemical properties

Collision Cross Section146.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point
173 · 173,5-174°C
alpha
77 to · D +77 to +83° (c = 10)
refractive index
81 ° · 81 ° (C=2, H2O)
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: 0.1 g/mL, clear, very faintly yellow
form
powder

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H300 (99.1%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P264, P270, P271, P284, P301+P316, P304+P340, P316, P320, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 113 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationPilocarpine nitrate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 2(3H)-Furanone, 3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-, (3S-cis)-, mononitrate: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 2 (99.1%)

Safety data

F
3-10
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
wgk
3
tsca
TSCA listed
rtecs
TK1455000
ridadr
3087

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents causing contraction of the pupil of the eye. Some sources use the term miotics only for the parasympathomimetics but any drug used to induce miosis is included here.

Drugs that bind to and activate muscarinic cholinergic receptors (RECEPTORS, MUSCARINIC). Muscarinic agonists are most commonly used when it is desirable to increase smooth muscle tone, especially in the GI tract, urinary bladder and the eye. They may also be used to reduce heart rate.

Uses & manufacturing

General Manufacturing Information2(3H)-Furanone, 3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-, (3S,4R)-, nitrate (1:1): INACTIVE
Applications · 4 items

Usesantiglaucoma agent, miotic

UsesAntiglaucoma drug;Cholinergic

UsesPilocarpine nitrate salt has been used to measure bronchoconstriction and M2 and M3 muscarinic receptor function in vivo. It has also been used to induce electrographic and behavioral seizures and to study the different patterns of neuronal activation and neurodegeneration in Proechimys rats and Wistar rats.

General DescriptionPilocarpine mononitrate occursas shining white crystals that are not hygroscopic butare light sensitive. It is soluble in water (1:4) and alcohol(1:75) but insoluble in chloroform and ether. Aqueoussolutions are slightly acid to litmus and may be sterilizedin the autoclave. The alkaloid is incompatible with alkalies,iodides, silver nitrate, and reagents that precipitatealkaloids.

Upstream & downstream products

Upstream raw materials

Suppliers66 total

北京华美互利生物化工010-56205725 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
成都健腾生物技术有限公司028-85159085 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]

Related reactions

1 records
New reaction record

Compound notes

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